Ammonia → 7-Cyclobutyl-3-phenyl-1,2,4-triazolo[4,3-b]pyridazin-6-ylamine

HRID 277334

Reaction equation

HRID 277334 reaction equation
Cl[C:2]1[C:3]([CH:17]2[CH2:20][CH2:19][CH2:18]2)=[CH:4][C:5]2[N:6]([C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[N:9][N:10]=2)[N:7]=1.[NH3:21]>CO>[CH:17]1([C:3]2[C:2]([NH2:21])=[N:7][N:6]3[C:8]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)=[N:9][N:10]=[C:5]3[CH:4]=2)[CH2:20][CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 110005936-Chloro-7-cyclobutyl-3-phenyl-1,2,4-triazolo[4,3-b]pyridazine

Product 1

HCID 183145347-Cyclobutyl-3-phenyl-1,2,4-triazolo[4,3-b]pyridazin-6-ylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

6-Chloro-7-cyclobutyl-3-phenyl-1,2,4-triazolo[4,3-b]pyridazine (200 mg, 0.70 mmol) was suspended in methanol (8 ml). The mixture was saturated with ammonia and heated in a sealed tube at 50° C. overnight. The mixture was evaporated in vacuo, triturated (diethyl ether/hexane) and dried to give the title compound 1H NMR (360 MHz, d6-DMSO) δ 1.82-1.87 (1H, m), 1.99-2.35 (5H, m), 3.54-3.64 (1H, m), 7.34 (2H, vbs), 7.48-7.62 (3H, m), 8.08 (1H, s), 8.41 (2H, d, J=7.1 Hz); MS (ES+) m/e 266 [MH]+.

Workup

  1. customThe mixture was evaporated in vacuo
  2. customtriturated (diethyl ether/hexane)
  3. customdried

Sources & evidence

ORD record
ord-2476d77e89a2475abdc8ae6dd6696c6f
Source dataset
uspto-grants-2002_03
Patent number
US06355798B1

Linked notes

Loading…